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Every time I try to sync my iPhone to the songs on my MacBook it constantly keeps re-syncing the same ones over and over. I have my songs compressed before they are synced so this ends up being a lengthy process.

The songs in question are all from one artist, the hundreds of other artists I have on there never re-sync.

iPhone 3GS 5.1.1 MacBook Pro 2009 OSX 10.6.8 iTunes 10.6.3

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Does it actually complete the process every time it syncs, but then every time you sync again, it re-transfers the songs? Or does it just try and try and never succeed? I would try turning off Genius, and also you could try dumping all the problem songs into a playlist and sync that playlist vs. the artist or album. – bassplayer7 Sep 5 '12 at 0:26
It does complete but as I say it takes a long time to transfer those particular songs. All the other songs which re sync happen very quickly (I believe because it's just updated genius information meta data etc.) – tom808 Sep 7 '12 at 22:03

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